Most RecommendedRoofers

The Most Recommended Roofers in Chicago — Measured on ChatGPT

This Chicago edition started from 71 verified local roofers. We then asked ChatGPT — 4 different ways, 4 checks in July 2026 — and wrote down every company it recommended.

27% — that's the share of Chicago's roofers ChatGPT actually recommends (19 of 71). At the top sits Horizon Restoration, which surfaced in every one of the 4 checks.

Chicago Prestige Roofing and Star Roofing & Siding Co were the next most frequent answers. 16 more companies round out the board below.

Among the 34 metros in the July 2026 run, Chicago ranks 3rd by cohort size, with 71 roofers benchmarked.

Only 19 of 71

Chicago-area roofers we benchmarked ever get recommended by ChatGPT — that's just 27%. These are the companies it names:

  1. 1

    Horizon Restoration

    Chicago, IL · Recommended in 4 of 4 ChatGPT checks · 4.9★ (293 Google reviews)

    At #1: Horizon Restoration, which came up in every one of the 4 checks. Google reviewers back it up: 4.9 stars over 293 reviews.

  2. 2

    Chicago Prestige Roofing

    Chicago, IL · Recommended in 3 of 4 ChatGPT checks · 5.0★ (85 Google reviews)

    Chicago Prestige Roofing surfaced in 3 of the 4 checks when we asked. Its Google profile shows 5.0 stars from 85 reviews.

  3. 3

    Star Roofing & Siding Co

    Chicago, IL · Recommended in 3 of 4 ChatGPT checks · 4.3★ (11 Google reviews)

    Spot 3 belongs to Star Roofing & Siding Co — named in 3 of the 4 checks. It carries a 4.3-star rating across 11 Google reviews.

  4. 4

    Brother Roofing & Construction

    Recommended in 3 of 4 ChatGPT checks

    Brother Roofing & Construction was recommended in 3 of the 4 checks.

  5. 5

    Blue Sky Roofing, Inc.

    Chicago, IL · Recommended in 2 of 4 ChatGPT checks · 4.8★ (71 Google reviews)

    ChatGPT pointed Chicago homeowners to Blue Sky Roofing, Inc. in 2 of the 4 checks. Its Google profile shows 4.8 stars from 71 reviews.

  6. 6

    Berg Home Improvements

    Downers Grove, IL · Recommended in 2 of 4 ChatGPT checks · 4.8★ (125 Google reviews)

    Named in 2 of the 4 checks, Berg Home Improvements (Downers Grove) holds the 6th spot on the Chicago board. It carries a 4.8-star rating across 125 Google reviews.

  7. 7

    Qualified roofing

    Chicago, IL · Recommended in 2 of 4 ChatGPT checks

    Qualified roofing earned rank 7 by showing up in 2 of the 4 checks.

  8. 8

    Adams Roofing Professionals, Inc

    Elk Grove Village, IL · Recommended in 2 of 4 ChatGPT checks · 4.3★ (99 Google reviews)

    At #8: Adams Roofing Professionals, Inc of Elk Grove Village, which came up in 2 of the 4 checks. Its Google profile shows 4.3 stars from 99 reviews.

  9. 9

    Len Roofing & Remodeling

    Northbrook, IL · Recommended in 1 of 4 ChatGPT checks · 4.9★ (66 Google reviews)

    Len Roofing & Remodeling surfaced in one of the 4 checks when we asked; it operates from Northbrook. It carries a 4.9-star rating across 66 Google reviews.

  10. 10

    Salazar Roofing

    Recommended in 1 of 4 ChatGPT checks

    Spot 10 belongs to Salazar Roofing — named in one of the 4 checks.

Measured July 2026 · 4 homeowner-style questions · This list is measured, never sold — no company can pay to appear here. The companies named more often by ChatGPT rank higher.

What we asked ChatGPT

Every check used one of these real homeowner questions, and every company ChatGPT named in response was recorded:

  • “Who is the best roofer in Chicago, Illinois?”
  • “I need my roof replaced in Chicago, Illinois. Which roofing company should I call?”
  • “What is the most recommended roofing company in Chicago, Illinois?”
  • “My roof is leaking — who is a trustworthy roofer near Chicago, Illinois?”

Inside the Chicago data

  • No matter how the question was phrased, Horizon Restoration kept coming back — 4 of 4 checks.
  • Of the 19 names on the board, 8 earned multiple mentions across the checks.
  • 750 Google reviews sit behind the ranked names, at an average of 4.7 stars.
  • ChatGPT's Chicago answers pull from the wider metro, including companies in Downers Grove, Elk Grove Village and Northbrook.

On the Chicago board? Tell your homeowners — free.

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Common questions about the Chicago list

Does ChatGPT recommend many roofers in Chicago?

Very few. Of the 71 Chicago-area companies we benchmarked in July 2026, only 19 were ever named across 4 checks — 27%. The rest never came up.

Who tops the Chicago list?

Right now, Horizon Restoration — recommended in every one of the 4 checks, with Chicago Prestige Roofing next. The order reflects naming frequency in our checks, nothing else.

Which questions produced the Chicago rankings?

We asked 4 homeowner-style questions, such as "Who is the best roofer in Chicago, Illinois?", and logged each company ChatGPT named in response. All the phrasings we used are shown above.

Is a spot on the Chicago board for sale?

Never. The board is measured, never sold: the only way on is to be named by ChatGPT in our checks. Money cannot buy a place on this list.

Do Google reviews decide the Chicago rankings?

No — rank order comes only from how often ChatGPT named each company in our checks. We show Google ratings for context: the Chicago board averages 4.7 stars across 750 reviews.

Full methodology: how these rankings are measured. Want the bigger picture? See every U.S. metro we benchmarked.